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Orthohalogen substituents dramatically enhance hydrogen bonding of aromatic ureas in solution
University of Roma La Sapienza, Italy University of Roma La Sapienza, Italy .
University of Paris 06, France CNRS, France .
University of Paris 06, France CNRS, France .
Linköping University, Department of Physics, Chemistry and Biology, Computational Physics. Linköping University, The Institute of Technology.
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2014 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 50, no 5, 611-613 p.Article in journal (Refereed) Published
Abstract [en]

The phenylurea moiety is a ubiquitous synthon in supramolecular chemistry. Here we report that the introduction of chlorine or bromine atoms in the ortho positions to the urea unit is a simple and very efficient way to improve its intermolecular hydrogen bond (HB) donor character. This effect was demonstrated in solution both in the context of self-association of bis-ureas and hydrogen bonding of mono-ureas to strong HB acceptors.

Place, publisher, year, edition, pages
Royal Society of Chemistry , 2014. Vol. 50, no 5, 611-613 p.
National Category
Engineering and Technology
URN: urn:nbn:se:liu:diva-103278DOI: 10.1039/c3cc47447jISI: 000328650000034OAI: diva2:688511
Available from: 2014-01-17 Created: 2014-01-16 Last updated: 2014-01-29

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Linares, Mathieu
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